Synthesis of a 3-hydroxyl-free N-acetyl glucosamine disaccharide

被引：9
|
作者：
Enugala, Ramu [1 ]
Marques, M. Manuel B. [1 ]
机构：
[1] Univ Nova Lisboa, Fac Ciencias & Tecnol, Dept Quim, REQUIMTE CQFB, P-2829516 Caparica, Portugal
来源：
ARKIVOC | 2012年
关键词：
N-acetyl glucosamine; glycosylation; trichloro-ethoxycarbonyl group; glucosamine; ALLYLIC ETHERS; CARBOHYDRATE; OLIGOSACCHARIDES; DERIVATIVES; PALLADIUM; ALCOHOLS; TETRASACCHARIDE; DEPROTECTION; REGENERATION; CHEMISTRY;
D O I：
10.3998/ark.5550190.0013.608
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A simple and alternative route to a versatile N-acetyl glucosamine disaccharide building block was developed, possessing a free 3-hydroxyl group. In this strategy, the 2,2,2-trichloro-ethoxy carbonyl (Troc) group was used as an amino- and 3-hydroxyl-protecting group.
引用
收藏
页码：90 / 100
页数：11
相关论文
共 50 条
  • [31] N-acetyl glucosamine improves intestinal mucosal barrier function in rat
    Liu, Yanxia
    Xu, Weiwei
    Liu, Lei
    Guo, Linming
    Deng, Yu
    Liu, Junkang
    BANGLADESH JOURNAL OF PHARMACOLOGY, 2012, 7 (04) : 281 - 284
  • [32] SYNTHESIS AND POLYMERIZATION OF N-ACETYL ACRYLAMIDE
    MIYAKE, Y
    KOGYO KAGAKU ZASSHI, 1961, 64 (02): : 422 - &
  • [33] In vivo differentiation of N-acetyl aspartyl glutamate from N-acetyl aspartate at 3 Tesla
    Edden, Richard A. E.
    Pomper, Martin G.
    Barker, Peter B.
    MAGNETIC RESONANCE IN MEDICINE, 2007, 57 (06) : 977 - 982
  • [34] Bacterial Surface-Assembled Chitinosome for Dismantling Chitin into N-Acetyl Glucosamine
    Du, Chao
    Zhou, Yuling
    Liu, Lin
    Wang, Meixing
    Jiang, Sijing
    Zhang, Yifei
    Zhang, Guimin
    ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2023, 11 (30) : 11239 - 11247
  • [35] PEPTIDOGLYCAN OF RHODOPSEUDOMONAS-VIRIDIS - PARTIAL LACK OF N-ACETYL SUBSTITUTION OF GLUCOSAMINE
    SCHMELZER, E
    WECKESSER, J
    WARTH, R
    MAYER, H
    JOURNAL OF BACTERIOLOGY, 1982, 149 (01) : 151 - 155
  • [36] PARTIAL LACK OF N-ACETYL SUBSTITUTION OF GLUCOSAMINE IN THE PEPTIDOGLYCAN OF RHODOPSEUDOMONAS-VIRIDIS
    WECKESSER, J
    SCHMELZER, E
    MAYER, H
    ZENTRALBLATT FUR BAKTERIOLOGIE MIKROBIOLOGIE UND HYGIENE I ABTEILUNG ORIGINALE C-ALLGEMEINE ANGEWANDTE UND OKOLOGISCHE MIKROBIOLOGIE, 1982, 3 (04): : 549 - 550
  • [37] Establishment of the colloidal chitin enzymatic hydrolysis conditions to obtain N-acetyl glucosamine
    Rivera-Solis, Rodrigo A.
    Granados-Baeza, Manuel J.
    Solis-Pereira, Sara E.
    Lizama-Uc, Gabriel
    Magana-Ortiz, Denis
    Sanchez-Gonzalez, Monica N.
    Rojas-Herrera, Rafael A.
    Rivera-Munoz, Gerardo
    FRONTIERS IN SUSTAINABLE FOOD SYSTEMS, 2023, 7
  • [38] A conformational study of N-acetyl glucosamine derivatives utilizing residual dipolar couplings
    Kramer, Markus
    Kleinpeter, Erich
    JOURNAL OF MAGNETIC RESONANCE, 2011, 212 (01) : 174 - 185
  • [39] A MODEL SYSTEM TO STUDY HUMAN N-ACETYL GLUCOSAMINE-1-PHOSPHOTRANSFERASE
    LITTLE, LE
    ALCOULOMBRE, M
    DROTAR, AM
    MILLER, AL
    FEDERATION PROCEEDINGS, 1985, 44 (05) : 1408 - 1408
  • [40] Hydration of Sugars in the Gas Phase: Regioselectivity and Conformational in N-Acetyl Glucosamine and Glucose
    Cocinero, Emilio J.
    Stanca-Kaposta, E. Cristina
    Dethlefsen, Mark
    Liu, Bo
    Gamblin, David P.
    Davis, Benjamin G.
    Simons, John P.
    CHEMISTRY-A EUROPEAN JOURNAL, 2009, 15 (48) : 13427 - 13434
12345